Synthesis of lipophilic 3,4-disubstituted 2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radicals

Article abstract of DOI:10.1055/s-1995-4097

The Grignard reaction of the esters 2a, b with octylmagnesium bromide proceeds through an allylic rearrangement to give the 3-methylene-4-octyl radical 3. Bromination of its O-acetyl derivative 5 gives allylic bromides 6 and 7 as key intermediates toward lipophilic spin labels.